One-Pot Synthesis of Keto Thioethers by Palladium/Gold-Catalyzed Click and Pinacol Reactions

被引：21

作者：

Cadu, Alban ^{[1
]}

Watile, Rahul A. ^{[1
]}

Biswas, Srijit ^{[1
]}

Orthaber, Andreas ^{[2
]}

Sjoberg, Per J. R. ^{[1
]}

Samec, Joseph S. M. ^{[1
]}

机构：

[1] Uppsala Univ, Dept Chem BMC, SE-75123 Uppsala, Sweden

[2] Uppsala Univ, Dept Chem Angstrom, SE-75123 Uppsala, Sweden

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 21期

关键词：

SULFENYLATED CARBONYL-COMPOUNDS; PROPARGYLIC ALCOHOLS; GOLD CATALYSIS; ARYL THIOLS; BIOLOGICAL-PROPERTIES; STEROID ESTROGENS; ORGANIC-REACTIONS; ROUTE; 1,3-DIKETONES; EFFICIENCY;

D O I：

10.1021/ol502553p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An atom-efficient synthesis of keto thioethers was devised via tandem gold/palladium catalysis. The reaction proceeds through a regioselective thiol attack at the beta-position of the alcohol, followed by an alkyl, aryl, or benzyl 1,2-shift. Both acyclic and cyclic systems were studied, in the latter case leading to the ring expansion of cyclic substrates.

引用

页码：5556 / 5559

页数：4

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